Azo dye.



17310 Drawing.

LEOPOLD HESSE i'lLND OSCAR GUNTH sulfuric acid with EB, OF ELBERFELD,AND ARTHUR ZAFJI,

WINKEL. NEAR ELBEgEELD. GERMANY. ASSIGNORS TO FARBENFABRIKEN VORM.FEIEDR. BAYER & (30., 0F ELBERFELD. GERMANY, A CORPORATION OF GERMANY.

AZO

DYE.

To all @071 0m in may concern:

l Be it known that we, Lnoeonn Hesse, ()s-- on 1-: iiix'rniin, and.Llxll'l'llfll ZAn'r, doctors of. philosophy, chemieis, citizens of theGer man Empire, reeidii 3i, respectively, Elberleld, and Vohwinkel, nearl'llherfeld; Kingdoin of Prussia, Gern'mny, have invented new and usefulin rovenient-s in New Azo Dyesl'ui'l's, of which the :i'ollowing is aspecification.

Our present invention relates to the numufacture and produc on of newsecondary disnzo dycscnfi's dyeing cotton from red to blue. .2l(l(35which are renun'lmhle for their extrnordiiun'y festness lo light.

' The new dyes are obtained, by first pro ducing aininoazo compoundsfrom dinzotized umins of the benzene series containing a negative groupin ortho-position to the amino-group with suitable amine, then diazotizing these intermediate producls and combining the thus produceddiazoezo compounds with Q-amino-S-nnphthol compounds having the formula:I

dilliculiy one can. make use of the process described in British LettersPatent lllllifi of 1899.

The new dyeslufi's are in the shape of their alkaline salts dznrl;powders easily soluble in water and soluble in concentrated from violetlo "green color. Upon reduction with stannous chlorid and hydrochloricacid the dyestuii 's are decomposed, an ortho substituted amin ofSpecification of Letters Patent.

Application, filed April 8.

Patented so -i. 7, mos. 1909. Serial No. 488,586.

the benzene series, 2i dizuniu'und a derivative of a2.(3-d1unnno-o-naphthol compound having the 'i'ornuxlu:

are obtained. 7

e. g. proceed follows, the parts being by weightz'223 parts ofmeta-Xylidiworthosnlfonic acid (sodium salt) are diazotized with 69 artsof sodium nitrite ind the nee essary quantity of hydrochloric acid andthe diuzo compound thus produced is then combined with 156.5 parts ofpera-xylidin hydrochlorid in. the usual. way with the addition of sodiumacetate, the intermediate compound is redissolved in water and is thenrediazolxized atl5-20 (3., the diazo compound is salted out and filteredoil. It is then stirred up with water to a paste and is added to asoluiion of 315 parts of 2-phenylamino-Ei-naphfholJ-sulfonic ecidcontaining an excess of sodium carbonate. The (lye'stufl is thenisolated in the usual way. It is after being dried and pulverized in thesoluble in Water with a violet color and 501- uble in concentratedsulfuric acid with a blue color. By reduction with stannous chloridmete-xylidin-ortho-sulfonic acid, 2.5-d1- methyl Lldieniinobenzene and 2phenylemino-domino-5-nephthol-7-sulfonie 7 acid are formed. It dyescolton fast reddishviolet shades. J lhe procees is carried out in ananalogous manner on starting from other. e nins con- -taining a negativegroup in ortho-position to "the amino-group, such as anilin-orthoacid,paro-chloro-anilin-ortho-sulfonic acid,

OF VOH- In order to carry out this process we can shape of its sodiumsalt a dark green powder and hydrochloric acid the dye is decomposedsulfonic acid, pure-toluidinortho-sulfonioparamitrzinilin-ortho-sulfonic acid, orthouitranilin-para-snlfonic acid,ani1in-2.4-disulfonic acid, or on using other amins to form the aminoazocompounds, such as anilin, eresidin, a]pl amaphthylamin,alphanaphrhylamin43- or 7-sulionic acid, or on usin; other of the abovementioned end components, such as 2-ethylamino-5-naphthol-' T -sulfonicacid, 2-paratolylamino-5-naphthol-7-sulfonic acid,Q-diethylamino-54mphthol-7-sulfonic acid, 2 henzylamino 5 naphthol1.7'disulfo acid, etc.'

lVc claim: p 1. The herein. described new obtainable from amiuoazocompounds which contain in the first component 'which is a benzenederivative a. negative group in orthoosition to the amino-group with thehereinliefore defined 2- amino- 5-naphtho] compounds, which dyestuffsare, after'bcing dried and pulverized, in the shape of their alkalinesalts'dark powders soluble in water,

soluble concentrated sulfuric acid with from a violet to green color;yielding upon reduction with stannous chlorid and hydrochloric acid an(lithe-substituted amin of the benzene series, a diamin and a derivativeof a 2.6a]iafi1in0-5-naphthoi compound of the above given formula; and,dyeing cotton azo dyestuffs from red to blue shades, substantiallydescribed. 2. The herein-described new azo dyestufl which can heobtained from meta-xylidinortho-sulfonic acid, paraxylidin and 2-phenylalnino 5 naphthol- 7 sulfonic acid, which dyestufi' is, afterbeing dried and pulverized, in the shape of its sodium salt a dark greenpowder, which is soluble in water with a violet color and which issoluble in concentrated sulfuric acid with a blue-color; yielding uponreduction with stannous chlorid. and hydrochloric acidineta-xylidinortho sulfonic acid, 2.5 dimethyl 1.4 diand nohenzene and2-phenylamino-(3-amino-5 llilPililtOl 7-SlllfUlliC acid; and dyeingcotton reddish-violet. shades, substantially as de-.

scribed. 1

In testimony whereof we have hereunto set our hands in the presence oftwo subscribing witnesses.

LEOPOLI)" unssn. a 8. oscAn GUNIHER. 1. 8. ARIHUR.ZARIL

